2-methyl (2-(1,4-dihydro-2-methoxy-1,4-dioxonaphthalen-3-ylthio)acetamido)-3-phenylpropanoate

Base Information

• Chemical Name: 2-methyl (2-(1,4-dihydro-2-methoxy-1,4-dioxonaphthalen-3-ylthio)acetamido)-3-phenylpropanoate
• CAS No.: 1620126-97-7
• Molecular Formula: C₂₃H₂₁NO₆S
• Molecular Weight: 439.489
• Mol file: 1620126-97-7.mol

Synonyms:2-methyl (2-(1,4-dihydro-2-methoxy-1,4-dioxonaphthalen-3-ylthio)acetamido)-3-phenylpropanoate

Chemical Property of 2-methyl (2-(1,4-dihydro-2-methoxy-1,4-dioxonaphthalen-3-ylthio)acetamido)-3-phenylpropanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-methyl (2-(1,4-dihydro-2-methoxy-1,4-dioxonaphthalen-3-ylthio)acetamido)-3-phenylpropanoate

There total 3 articles about 2-methyl (2-(1,4-dihydro-2-methoxy-1,4-dioxonaphthalen-3-ylthio)acetamido)-3-phenylpropanoate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

2-((3-methoxy-1,4-dioxo-1,4-dihydronaphthalen-2-yl)thio)acetic acid (1620126-82-0) + methyl (2S)-2-amino-3-phenylpropanoate hydrochloride (7524-50-7) → 2-methyl (2-(1,4-dihydro-2-methoxy-1,4-dioxonaphthalen-3-ylthio)acetamido)-3-phenylpropanoate (1620126-97-7)

Guidance literature:

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride; With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 0 ℃; for 0.5h;

2-((3-methoxy-1,4-dioxo-1,4-dihydronaphthalen-2-yl)thio)acetic acid; With benzotriazol-1-ol; dicyclohexyl-carbodiimide; In N,N-dimethyl-formamide; at 0 ℃; for 7h;

DOI:10.1016/j.bmcl.2014.04.080

Reference yield:

2-hydroxynaphtho-1,4-quinone (83-72-7) → 2-methyl (2-(1,4-dihydro-2-methoxy-1,4-dioxonaphthalen-3-ylthio)acetamido)-3-phenylpropanoate (1620126-97-7)

Guidance literature:

Multi-step reaction with 3 steps

1.1: hydrogenchloride / water / 4 h / Reflux

2.1: triethylamine / water / 12 h / 0 - 10 °C

3.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 0.5 h / 0 °C

3.2: 7 h / 0 °C

With hydrogenchloride; triethylamine; N-ethyl-N,N-diisopropylamine; In water; N,N-dimethyl-formamide; 2.1: |Michael Addition;

DOI:10.1016/j.bmcl.2014.04.080

Reference yield:

2-methoxy-1,4-naphthoquinone (2348-82-5) → 2-methyl (2-(1,4-dihydro-2-methoxy-1,4-dioxonaphthalen-3-ylthio)acetamido)-3-phenylpropanoate (1620126-97-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: triethylamine / water / 12 h / 0 - 10 °C

2.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 0.5 h / 0 °C

2.2: 7 h / 0 °C

With triethylamine; N-ethyl-N,N-diisopropylamine; In water; N,N-dimethyl-formamide; 1.1: |Michael Addition;

DOI:10.1016/j.bmcl.2014.04.080

upstream raw materials:

2-((3-methoxy-1,4-dioxo-1,4-dihydronaphthalen-2-yl)thio)acetic acid

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

2-hydroxynaphtho-1,4-quinone

2-methoxy-1,4-naphthoquinone